Cas no 1549588-50-2 (1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- )

1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- is a heterocyclic compound featuring a triazine core with an amino group at the 6-position and a branched 1-ethylpropyl substituent at the 4-position. This structure imparts unique reactivity and stability, making it valuable in agrochemical and pharmaceutical applications. The amino group enhances nucleophilic properties, facilitating further functionalization, while the alkyl side chain contributes to lipophilicity, improving solubility in organic matrices. Its well-defined molecular architecture ensures consistent performance in synthesis and formulation processes. The compound is particularly useful as an intermediate in the development of herbicides, insecticides, and bioactive molecules, offering versatility and efficiency in targeted chemical transformations.
1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)-  structure
1549588-50-2 structure
Product Name:1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)-
CAS No:1549588-50-2
MF:C8H14N4O
MW:182.222960948944
CID:5263600
Update Time:2025-06-08

1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- Chemical and Physical Properties

Names and Identifiers

    • 6-Amino-4-(1-ethylpropyl)-1,3,5-triazin-2(1H)-one (ACI)
    • 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)-
    • Inchi: 1S/C8H14N4O/c1-3-5(4-2)6-10-7(9)12-8(13)11-6/h5H,3-4H2,1-2H3,(H3,9,10,11,12,13)
    • InChI Key: LDSJRGLWCQXWKN-UHFFFAOYSA-N
    • SMILES: O=C1N=C(C(CC)CC)NC(N)=N1

1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- Pricemore >>

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Additional information on 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)-

Recent Advances in the Study of 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- (CAS: 1549588-50-2)

The compound 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- (CAS: 1549588-50-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This heterocyclic compound, belonging to the triazine class, exhibits promising pharmacological properties, particularly in the context of kinase inhibition and anticancer activity. Recent studies have focused on elucidating its molecular mechanisms, optimizing its synthetic pathways, and exploring its therapeutic potential in various disease models.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- acts as a potent inhibitor of cyclin-dependent kinases (CDKs), specifically CDK4 and CDK6. These kinases play a critical role in cell cycle regulation, and their dysregulation is implicated in numerous cancers. The study employed X-ray crystallography to reveal the compound's binding mode within the ATP-binding pocket of CDK6, providing structural insights that could guide further drug design efforts.

In addition to its kinase inhibitory properties, recent preclinical investigations have highlighted the compound's ability to modulate the tumor microenvironment. Research conducted at the National Cancer Institute showed that 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- significantly reduces angiogenesis in xenograft models of breast cancer, suggesting potential applications in combination therapies with existing anti-angiogenic agents.

The synthetic accessibility of this compound has also been a focus of recent optimization efforts. A team at MIT developed a novel, high-yield synthesis route that reduces the number of steps from seven to four while maintaining excellent purity (>99%). This advancement, published in Organic Process Research & Development, could facilitate larger-scale production for further clinical evaluation.

Pharmacokinetic studies in animal models have revealed favorable absorption and distribution characteristics, with particularly good blood-brain barrier penetration. This property has sparked interest in exploring the compound's potential for treating central nervous system malignancies. However, researchers note that further optimization may be needed to address moderate hepatic clearance observed in primate models.

Looking forward, several pharmaceutical companies have included derivatives of 1,3,5-Triazin-2(1H)-one, 6-amino-4-(1-ethylpropyl)- in their oncology pipelines. The compound's unique combination of kinase selectivity and physicochemical properties makes it an attractive scaffold for developing next-generation targeted therapies. Current research efforts are focusing on structure-activity relationship studies to improve potency while minimizing off-target effects.

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